An aerial view of a city with a prominent building complex, surrounded by dense greenery and a river.

Find 5 Star Hotels in Maitland, FL from $107

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Check availability on Maitland 5 Star Hotels

Tonight
Oct 18 - Oct 19
Tomorrow
Oct 19 - Oct 20
Next weekend
Oct 23 - Oct 25
In two weeks
Oct 30 - Nov 1

Our top choices for Maitland 5-star hotels

A resort with multiple swimming pools, lounge areas, and a modern building with balconies.
An outdoor dining area with wicker furniture and hanging lights, overlooking a beach and hotel buildings.
A rooftop lounge with wicker furniture, round tables, and potted plants.
A modern hotel entrance with a large wooden ceiling structure, glass doors, and a view of the outdoors.

1. Conrad Orlando at Evermore

Conrad Orlando at Evermore
Orlando
United States
YASIR
$579 nightly
$651 total
Nov 1 - Nov 2
Total with taxes and fees
Conrad Orlando at Evermore
A pool with a waterfall, surrounded by tropical vegetation and a stone bridge.
A spacious lobby with a high ceiling, large windows, and a reflective floor.
A hotel with a central courtyard, a reflective pool, and a large building with a prominent entrance.
A pathway lined with tall, vertically planted trees and well-maintained greenery, leading towards a building with classical architecture.

2. Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort

Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort
Golden Oak
United States
Caroline
$1,465 nightly
$1,648 total
Nov 1 - Nov 2
Total with taxes and fees
Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort
A water park with multiple slides and a pool area surrounded by palm trees and a golf course.
A modern living room with a sofa set, coffee table, and decorative plants.
A courtyard with outdoor seating, palm trees, and a pool.
A dining area with tables set for service, large arched windows, and wall-mounted lighting.

3. The Ritz-Carlton Orlando, Grande Lakes

The Ritz-Carlton Orlando, Grande Lakes
Orlando
United States
Teresa
$554 nightly
$623 total
Oct 28 - Oct 29
Total with taxes and fees
The Ritz-Carlton Orlando, Grande Lakes
A modern indoor pool area with a dining setup and a view of the ocean.
A spacious kitchen with a large island, modern pendant lights, and a dining area with a long table and chairs.
A modern living room with a sectional sofa, a coffee table, and a TV on the wall.
A modern two-story house with a brick driveway, white exterior, and multiple chimneys.

4. The Ritz-Carlton Residences Orlando, Grande Lakes

The Ritz-Carlton Residences Orlando, Grande Lakes
Orlando
The Ritz-Carlton Residences Orlando, Grande Lakes
A balcony with wicker chairs and a decorative wall piece, overlooking a residential area with buildings and greenery.
A pathway leading to Vista Cay Resort with palm trees and greenery.
A spacious living area with a dining table, chairs, and a TV in the background.
A living room with a sofa, armchairs, and a coffee table. There is a kitchen in the background with wooden cabinets and a dining area.

5. Deluxe 3 Bedroom Apartment Vista Cay Resort 404

Deluxe 3 Bedroom Apartment Vista Cay Resort 404
Orlando
United States
Ramesh
Deluxe 3 Bedroom Apartment Vista Cay Resort 404
Pool
A swimming pool with lounge chairs and palm trees, surrounded by multi-story buildings with balconies.
A hot tub under a covered area with a patio table and chairs, surrounded by a fence and greenery.
A bar area with a long counter, multiple chairs, ceiling fans, and a TV mounted on the wall.

6. Penthouse Cabana

Penthouse Cabana
Orlando
Penthouse Cabana
A swimming pool with clear blue water, surrounded by palm trees and lounge chairs.
Private kitchen
A modern kitchen with wooden cabinets, stainless steel appliances, and a central island with bar stools.
A hot tub under a covered area with a patio table and chairs, surrounded by a fence and greenery.

7. Vista Cay Dream

Vista Cay Dream
Orlando
Vista Cay Dream
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Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Maitland.
Hyatt Regency Orlando International Airport

Hyatt Regency Orlando International Airport

9300 Jeff Fuqua Boulevard Orlando FL
$219 nightly
$246 total
Nov 2 - Nov 3
Total with taxes and fees
9.4/10 Exceptional! (4,560 reviews)
Hyatt Regency Orlando International Airport
Avanti International Resort

Avanti International Resort

8738 International Dr Orlando FL
$95 nightly
$107 total
Oct 22 - Oct 23
Total with taxes and fees
8/10 Very Good! (4,620 reviews)
Avanti International Resort
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

8800 Vistana Centre Dr Orlando FL
$137 nightly
$154 total
Nov 8 - Nov 9
Total with taxes and fees
9.2/10 Wonderful! (7,100 reviews)
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Learn more about Maitland

Stroll along the boardwalk at Lake Lily Park where weekend farmers markets showcase local treats and artisan crafts. Art lovers shouldn't miss the Maitland Art Center's Mayan-inspired architecture and rotating exhibits, while paddlers can explore peaceful waterways connecting the city's chain of lakes.

See all hotels in Maitland
A river winding through a town with a bridge, surrounded by greenery and buildings.

Top Maitland Hotel Reviews

Find out more about Maitland

Pamper your every desire on your upcoming escape. After all, you love the finer things in life, both at home and when you book a getaway. You'll join the multitudes of vacationers who have made Maitland so popular in the last year. There's no reason to delay a getaway to Maitland any longer. Furthermore, you'll find that these hotels are kept in fantastic condition and provide a fine place to lay your head at night. Reserve one of our 5-star hotels in Maitland and indulge in the finer things in life for a while. Don't wait any longer!

Get a Great Deal on 5-Star Hotels in Maitland

Don't be afraid to be pampered during your trip, along with the best conditions. Excellent service, delicious meals, and personalized service are all ready for you. You're sure to find exactly the accommodation you need. Besides that, you'll find that these hotels are kept in fantastic condition and provide a fine place to lay your head at night. How do you want to relax? A full-body massage to help your cares fall away? A concierge to help you pick out your next adventure? Comfortable beds, piping hot coffees, and even space for your family pet in some cases...these hotels will leave you amazed.

You won't sleep and order room service the entire time, though. We've got you covered. From doing a bit of shopping to embracing the great outdoors, you'll never be bored on this retreat. Whatever you plan to do, the 5-star hotels in Maitland are the perfect place to rest up after a busy day. Ready to learn more? Then check out the many reviews left by previous guests -- you can take their word for it!

Your Getaway Starts Today

The results are in, and Maitland 5-star hotels are the place to be when you book your next vacation. Additionally, these accommodations are highly rated -- 90% of visitors recommended 5-star hotels in Maitland! Expedia can help you land a great deal on accommodation. It's time to indulge yourself. Select one of the 5-star hotels in Maitland today and settle down in luxe surroundings tomorrow.

Frequently asked questions

How much does it cost to stay in a 5-star hotel in Maitland?
The amount you pay for a 5-star hotel in Maitland depends on factors like when you plan to travel and the length of your getaway. An insider tip for landing the best deal? Use our pricing filters to compare all of the available options for your selected dates.
  • Search for the lowest price per night from $107
What makes a hotel 5 stars in Maitland?
From high-end restaurants and all-day fitness centers to swimming pools and premium bedding, the 5-star experience in Maitland is all about relaxation and luxury. But it takes more than just upscale amenities to receive a 5-star rating. Accommodations must also offer extraordinary guest services like beauty treatments, on-site dry cleaning and laundry and room service any time night or day.
Are there any 5-star all-inclusive resorts in Maitland?
Find an indulgent escape that includes your lodging, meals, drinks and entertainment in Maitland with Expedia's filters. Search for resorts with a 5-star rating and click on the "All inclusive" filter. Be sure to check what's included in the price. This way, you'll be ready to maximize the premium perks on offer from the moment you arrive.

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